EP0755669B1 - Zweistufiges Verfahren zum oxidativen Färben von Keratinfasern mit einem Magansalz und einem Oxidationsfarbstoff sowie Kit zum Färben - Google Patents

Zweistufiges Verfahren zum oxidativen Färben von Keratinfasern mit einem Magansalz und einem Oxidationsfarbstoff sowie Kit zum Färben Download PDF

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Publication number
EP0755669B1
EP0755669B1 EP96401293A EP96401293A EP0755669B1 EP 0755669 B1 EP0755669 B1 EP 0755669B1 EP 96401293 A EP96401293 A EP 96401293A EP 96401293 A EP96401293 A EP 96401293A EP 0755669 B1 EP0755669 B1 EP 0755669B1
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Prior art keywords
composition
manganese
process according
dyeing
salts
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EP96401293A
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English (en)
French (fr)
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EP0755669A2 (de
EP0755669A3 (de
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Marie-Pascale Audousset
Henri Samain
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LOreal SA
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LOreal SA
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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/10—Preparations for permanently dyeing the hair

Definitions

  • the subject of the invention is a new oxidation dyeing process in two. time and in an alkaline medium keratin fibers and in particular fibers human keratin such as the hair using, in a first time, a manganese salt, and secondly, an oxidation dye in an oxidizing alkaline medium.
  • the invention also relates to the device with several compartments, or "kit dyeing", intended for the implementation of the dyeing process according to the invention.
  • Oxidation dye precursors, or oxidation bases are colorless or weakly colored compounds which, associated with oxidizing products, can give birth by a process of oxidative condensation with colored and coloring compounds.
  • couplers or color modifiers these the latter being chosen in particular from aromatic metadiamines, metaaminophenols, metadiphenols and certain heterocyclic compounds.
  • the dyes should also cover white hair, and be finally the least selective possible, that is to say to allow to obtain differences of weakest coloration possible throughout the same keratin fiber, which can indeed be sensitized differently (i.e. damaged) between its tip and its root.
  • composition A containing at least one manganese salt then a composition B having a alkaline pH and resulting from the extemporaneous mixture (just before use) of a composition B1 containing at least one oxidation base and of a composition B2 containing at least one oxidizing agent.
  • the colorings obtained according to the invention are more powerful than those of the prior art, and have a excellent toughness with regard to the different treatments that fibers can undergo keratinous.
  • the oxidation dyeing process according to the invention allows to quickly dye keratin fibers, to use concentrations of oxidation dyes which are lower than those used usually and leave less residual oxidation dyes in them keratin fibers.
  • the application of composition A to the fibers can be separated from the application of composition B on these same fibers by an intermediate rinsing step.
  • composition A is applied to keratin fibers with a exposure time preferably between approximately 5 seconds and five minutes and even more preferably between 15 and 45 seconds approximately, then after optionally a rinsing step, composition B is applied to these fibers with an exposure time preferably between 30 seconds and 45 minutes approximately and even more preferably between 3 and 30 minutes approximately.
  • the manganese salts which can be used in composition A according to the dyeing process of the invention have no own oxidizing activity and in these manganese preferably has a degree of oxidation equal to 2 or 3. It is of course possible to use one or more manganese salts.
  • They are preferably chosen from water-soluble, mineral or manganese organic such as manganese dichloride, trichloride manganese, manganese sulfates, manganese nitrates, diacetate manganese, manganese carbonates, dihydrogen carbonates manganese, manganese acetylacetonate, manganese triacetate, manganese lactate, manganese formate, acetyl methionate manganese, manganese gluconate, and their hydrates.
  • water-soluble, mineral or manganese organic such as manganese dichloride, trichloride manganese, manganese sulfates, manganese nitrates, diacetate manganese, manganese carbonates, dihydrogen carbonates manganese, manganese acetylacetonate, manganese triacetate, manganese lactate, manganese formate, acetyl methionate manganese, manganese gluconate,
  • Manganese diacetate tetrahydrate is particularly preferred.
  • the manganese salt or salts are preferably present at a concentration between 0.0025 and 0.25% by weight approximately of equivalents metal relative to the total weight of composition A. Even more preferably, this concentration is between 0.025 and 0.15% by weight approximately of metal equivalents relative to the total weight of composition A.
  • composition A is generally between 3 and 9 approximately, it varies preferably between 6 and 8 approximately, and even more preferably it is equal to 7 approx.
  • composition B must be greater than 7 and is preferably understood between 9 and 12.
  • compositions B1 and B2 is adjusted in such a way that after mixture, just before use, of composition B1 with composition B2 in a weight ratio preferably varying from 0.5 to 5 and even more preferably from 1 to 3, the pH of the resulting composition B is greater than 7 and preferably between 9 and 12.
  • compositions A, B1, B2 and B can be adjusted to the desired value at using alkalizing or possibly acidifying agents usually used in dyeing keratin fibers.
  • basifying agents there may be mentioned, by way of example, ammonia, alkali carbonates, alkanolamines such as mono-, di- and triethanolamines as well as their derivatives, sodium or potassium hydroxides and compounds of formula (I) below: in which W is a propylene residue optionally substituted by a hydroxyl group or a C 1 -C 4 alkyl radical; R 1, R 2, R 3 and R 4, identical or different, represent a hydrogen atom, an alkyl radical in C 1 -C 4 hydroxyalkyl or C 1 -C 4.
  • acidifying agents there may be mentioned, by way of example, mineral acids or organic like hydrochloric acid, orthophosphoric acid, acid sulfuric, carboxylic acids like acetic acid, tartaric acid, citric acid, lactic acid, sulfonic acids.
  • oxidation base (s) that can be used in the composition B1 according to the process of the invention is not critical.
  • This or these oxidation bases are preferably chosen from paraphenylenediamines, bis-phenylalkylenediamines, para-aminophenols, ortho-aminophenols, heterocyclic bases, and their addition salts with an acid.
  • R 5 and R 6 preferably represent a hydrogen atom and R 7 is preferably identical to R 8 , and when R 7 represents a halogen atom, then R 5 , R 6 and R 8 preferably represent a hydrogen atom.
  • paraphenylenediamines of formula (II) it is possible more particularly mention paraphenylenediamine, paratoluylenediamine, 2-isopropyl paraphenylenediamine, 2- ⁇ -hydroxyethyl paraphenylenediamine, 2- ⁇ -hydroxyethyloxy paraphenylenediamine, 2,6-dimethyl paraphenylenediamine, 2,6-diethyl paraphenylenediamine, 2,3-dimethyl paraphenylenediamine, N, N-bis- ( ⁇ -hydroxyethyl) paraphenylenediamine, 4-amino 1- ( ⁇ -methoxyethyl) amino benzene, 2-chloro paraphenylenediamine, and their addition salts with an acid.
  • the N, N'-bis- ( ⁇ -hydroxyethyl) N, N'-bis- (4'-aminophenyl) 1,3-diamino propanol or one of its addition salts with an acid are particularly preferred.
  • para-aminophenol 4-amino 3-methyl phenol, 4-amino 3-fluoro phenol, 4-amino 3-hydroxymethyl phenol, 4-amino 2-methyl phenol, 4-amino 2-hydroxymethyl phenol, 4-amino 2-methoxymethyl phenol, 4-amino 2-aminomethyl phenol, 4-amino 2- ( ⁇ -hydroxyethyl aminomethyl) phenol, and their addition salts with an acid.
  • ortho-aminophenols which can be used as oxidation bases in the composition B1 according to the process of the invention, mention may in particular be made of 2-amino phenol, 2-amino 1-hydroxy 5-methyl benzene, 2-amino 1-hydroxy 6-methyl benzene, 5-acetamido 2-amino phenol, and their addition salts with an acid.
  • heterocyclic bases which can be used as oxidation bases in the composition B1 according to the process of the invention, mention may in particular be made of pyridine derivatives, pyrimidine derivatives, pyrazole derivatives, and their addition salts with an acid.
  • pyridine derivatives mention may more particularly be made of the compounds described for example in patents GB 1 026 978 and GB 1 153 196, such as 2,5-diaminopyridine, and their addition salts with an acid.
  • pyrimidine derivatives mention may be made more particularly of the compounds described for example in German patents DE 2,359,399 or Japanese patents JP 88-169,571 and JP 91-333,495, such as 2,4,5,6-tetra-aminopyrimidine, 4-hydroxy 2,5,6-triaminopyrimidine, and their addition salts with an acid.
  • pyrazole derivatives mention may more particularly be made of the compounds described in the patents DE 3 843 892, DE 4 133 957 and patent applications WO 94/08969 and WO 94/08970 such as 4,5-diamino 1-methyl pyrazole, 3,4-diamino pyrazole, and their acid addition salts.
  • the oxidation base (s) preferably represent 0.001 to 7% by weight approximately of the total weight of the composition B1 and even more preferably from 0.01 to 2% by weight approximately of this weight.
  • Composition B1 used according to the process of the invention can also contain one or more couplers and / or one or more direct dyes of so as to vary or enrich in reflections the nuances obtained with the bases oxidation.
  • the couplers that can be used in composition B1 used in the process according to the invention can be chosen from the couplers used so classic in oxidation dyeing and among which mention may be made of metaphenylenediamines, meta-aminophenols, metadiphenols and heterocyclic couplers such as, for example, indole derivatives, indolinic derivatives, and their addition salts with an acid.
  • couplers can in particular be chosen from 2-methyl 5-amino phenol, 5-N- ( ⁇ -hydroxyethyl) amino 2-methyl phenol, 3-amino phenol, 1,3-dihydroxy benzene, 1,3-dihydroxy 2-methyl benzene, 4-chloro 1,3-dihydroxy benzene, 2,4-diamino 1- ( ⁇ -hydroxyethyloxy) benzene, 2-amino 4- ( ⁇ -hydroxyethylamino) 1-methoxy benzene, 1,3-diamino benzene, 1,3-bis- (2,4-diaminophenoxy) propane, sesamol, ⁇ -naphthol, 6-hydroxy indole, 4-hydroxy indole, 4-hydroxy N-methyl indole, 6-hydroxy indoline, and their addition salts with an acid.
  • these couplers preferably represent from 0.001 to 7% by weight approximately of the total weight of the composition B1 and even more preferably from 0.01 to 2% by weight approximately of this weight.
  • composition B1 of the invention The addition salts with an acid of the oxidation base (s) and / or couplers which can be used in composition B1 of the invention are in particular chosen from hydrochlorides, hydrobromides, sulfates and tartrates, lactates and acetates.
  • the oxidizing agent present in composition B2 as defined above can be chosen from the oxidizing agents conventionally used for dyeing for the oxidation of keratin fibers, and among which mention may be made of peroxide hydrogen, urea peroxide, alkali metal bromates, persalts such than perborates and persulfates.
  • Peroxide is preferably used of hydrogen whose concentration is between 3 and 30 volumes (i.e. between 0.9 to 9% by weight) and even more preferably between 5 and 20 volumes (i.e. between 1.5 to 6% by weight).
  • the medium suitable for dyeing (or support) of compositions A and B1 and B2 generally consists of water or of a mixture of water and at least one organic solvent to dissolve the compounds which would not be sufficiently soluble in water.
  • organic solvent mention may, for example, be made of lower C 1 -C 4 alkanols, such as ethanol and isopropanol; glycerol; glycols and glycol ethers such as 2-butoxyethanol, propylene glycol, propylene glycol monomethyl ether, monoethyl ether and diethylene glycol monomethyl ether, as well as aromatic alcohols such as benzyl alcohol or phenoxyethanol, analogous products and mixtures thereof.
  • the solvents may be present in proportions preferably between 1 and 40% by weight approximately relative to the total weight of each compositions in which they are contained, and even more preferably between 5 and 30% by weight approximately of this weight.
  • compositions A and / or B1 and / or B2, used according to the process in accordance with the invention may also contain various adjuvants conventionally used in hair dye compositions, such as surfactants anionic, cationic, nonionic, amphoteric, zwitterionic or their mixtures, anionic, cationic, nonionic, amphoteric polymers, zwitterionics or their mixtures, mineral thickening agents or organic, antioxidant agents, penetration agents, agents sequestering agents, perfumes, buffers, dispersing agents, packaging such as for example silicones, film-forming agents, preservatives, clouding agents.
  • adjuvants conventionally used in hair dye compositions, such as surfactants anionic, cationic, nonionic, amphoteric, zwitterionic or their mixtures, anionic, cationic, nonionic, amphoteric polymers, zwitterionics or their mixtures, mineral thickening agents or organic, antioxidant agents, penetration agents, agents sequestering agents, perfume
  • compositions A, B1 and B2 are not, or are not substantially, altered by the addition (s) envisaged.
  • Composition A used according to the process according to the invention can be present in the form of a more or less thickened liquid and in particular in the form of lotion or shampoo.
  • composition B resulting from the extemporaneous mixture of compositions B1 and B2, used according to the process according to the invention can be presented under various forms, such as liquids, creams, gels, shampoos or in any other form suitable for dyeing keratin fibers, and in particular human hair.
  • Another object of the invention is a device with several compartments or "kit" for dye or any other multi-compartment packaging system including a first compartment contains a composition A containing, in a medium suitable for dyeing, at least one manganese salt as defined previously, a second compartment contains a composition B1 containing, in a medium suitable for dyeing, at least one base oxidation as defined above and a third compartment contains a composition B2 containing, in a medium suitable for dyeing at least one oxidizing agent as defined above, the pH of the compositions B1 and B2 being adjusted so that after mixing the composition B1 with composition B2 in a weight ratio preferably varying from 0.5 to 5 and even more preferably from 1 to 3, the pH of the resulting composition B is greater than 7 and preferably between 9 and 12.
  • These devices can be equipped with a means for delivering the mixture to the hair desired, such as the devices described in patent FR-2,586,913 in the name of plaintiff.
  • compositions I to IV were prepared (contents in grams):
  • composition I (A), II (A), III (A) and IV (A) was applied to locks of gray hair permed with 90% white for 30 seconds and then locks were rinsed with water.
  • each composition I (B1), II (B1), III (B1) and IV (B1) was mixed weight for weight with solution (B2) of hydrogen peroxide (identical for each example), to obtain compositions I (B), II (B), III (B) and IV (B).
  • composition (B) was then applied to the locks of hair for 5 minutes. The hair was then rinsed, washed with shampoo and then dried.
  • a color is defined by the expression H V / C in which the three parameters respectively designate the hue or Hue (H), intensity or Value (V) and purity or Chromaticity (C), the slash in this expression is simply a convention and does not indicate a ratio.
  • ⁇ E represents the difference in color between two strands
  • ⁇ H, ⁇ V and ⁇ C represent the variation in absolute value of the parameters H, V and C
  • Co represents the purity of the wick relative to which one desires assess the color difference.
  • Example I the coloration obtained according to the method of the invention is much more powerful than the colors obtained using a manganese salt at acid pH as described for example in the DE patent 119 187 (Example III) or by using manganese dioxide (excluded of the invention), at an alkaline or acidic pH (Examples II and IV).

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Claims (19)

  1. Zweistufiges Verfahren zum oxidativen Färben von Keratinfasern und insbesondere menschlichen Keratinfasern, wie dem Haar, dadurch gekennzeichnet, daß auf die Fasern aufgetragen werden:
    in einem ersten Schritt mindestens eine Zusammensetzung A, die in einem zum Färben geeigneten Medium mindestens ein Mangansalz enthält,
    und in einem zweiten Schritt mindestens eine Zusammensetzung B, deren pH-Wert größer 7 ist und die hergestellt wird, indem eine Zusammensetzung B1, die in einem zum Färben geeigneten Medium mindestens eine Oxidationsbase enthält, und eine Zusammensetzung B2, die in einem zum Färben geeigneten Medium mindestens ein Oxidationsmittel enthält, unmittelbar vor der Anwendung vermischt werden.
  2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß nach dem Aufbringen der Zusammensetzung A und vor dem Aufbringen der Zusammensetzung B in einem Zwischenschritt gespült wird.
  3. Verfahren nach Anspruch 1 oder 2, dadurch gekennzeichnet, daß die Zusammensetzung A mit einer Einwirkungszeit im Bereich von 5 Sekunden bis fünf Minuten auf die Keratinfasern aufgebracht wird, und daß anschließend, nachdem gegebenenfalls gespült wurde, die Zusammensetzung B mit einer Einwirkungszeit im Bereich von 30 Sekunden bis 45 Minuten auf die Fasern aufgebracht wird.
  4. Verfahren nach Anspruch 3, dadurch gekennzeichnet, daß die Zusammensetzung A mit einer Einwirkungszeit im Bereich von 15 bis 45 Sekunden auf die Keratinfasern aufgebracht wird, und daß anschließend, nachdem gegebenenfalls gespült wurde, die Zusammensetzung B mit einer Einwirkungszeit im Bereich von 3 bis 30 Minuten auf die Fasern aufgebracht wird.
  5. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß die Mangansalze selbst nicht oxidierend wirken und daß das Mangan in einer Oxidationsstufe von 2 oder 3 vorliegt.
  6. Verfahren nach Anspruch 5, dadurch gekennzeichnet, daß die Mangansalze unter den wasserlöslichen, anorganischen oder organischen Mangansalzen ausgewählt sind.
  7. Verfahren nach Anspruch 6, dadurch gekennzeichnet, daß die Mangansalze unter Mangandichlorid, Mangantrichlorid, Mangansulfaten, Mangannitraten, Mangandiacetat, Mangancarbonaten, Mangandihydrogencarbonaten, Manganacetylacetonat, Mangantriacetat, Manganlactat, Manganformiat, Manganacetylmethionat, Mangangluconat und den Hydraten dieser Verbindungen ausgewählt sind.
  8. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß das oder die Mangansalz(e) in einer Konzentration im Bereich von 0,0025 bis 0,25 Gew.-%, ausgedrückt als Metall, vorliegen, bezogen auf das Gesamtgewicht der Zusammensetzung A.
  9. Verfahren nach Anspruch 8, dadurch gekennzeichnet, daß das oder die Mangansalz(e) in einer Konzentration im Bereich von 0,025 bis 0,15 Gew.-%, ausgedrückt als Metall, vorliegen, bezogen auf das Gesamtgewicht der Zusammensetzung A.
  10. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß der pH-Wert der Zusammensetzung A im Bereich von 3 bis 9 liegt.
  11. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß der pH-Wert der Zusammensetzung B im Bereich von 9 bis 12 liegt.
  12. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß die in der Zusammensetzung B1 enthaltene(n) Oxidationsbase(n) unter den p-Phenylendiaminen, Bisphenylalkylendiaminen, p-Aminophenolen, o-Aminophenolen, heterocyclischen Basen und den Additionssalzen dieser Verbindungen mit einer Säure ausgewählt sind.
  13. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß die Oxidationsbase(n) einen Gewichtsanteil von 0,001 bis 7 Gew.-% des Gesamtgewichts der Zusammensetzung B1 ausmachen.
  14. Verfahren nach Anspruch 13, dadurch gekennzeichnet, daß die Oxidationsbase(n) einen Gewichtsanteil von 0,01 bis 2 Gew.-% des Gesamtgewichts der Zusammensetzung B1 ausmachen.
  15. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß die Zusammensetzung B1 ferner einen oder mehrere Kuppler und/oder einen oder mehrere Direktfarbstoff(e) enthält.
  16. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß das in der Zusammensetzung B2 enthaltene Oxidationsmittel unter Wasserstoffperoxid, Harnstoffperoxid, Alkalimetallbromaten und Salzen von Persäuren, wie Perboraten und Persulfaten, ausgewählt ist.
  17. Verfahren nach Anspruch 16, dadurch gekennzeichnet, daß das Oxidationsmittel Wasserstoffperoxid ist.
  18. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß das zum Färben geeignete Medium (oder der Träger) aus Wasser oder einem Gemisch aus Wasser und mindestens einem organischen Lösungsmittel besteht, das unter den niederen Alkanolen mit 1 bis 4 Kohlenstoffatomen, Glycerin, Glykolen und Glykolethern, aromatischen Alkoholen, analogen Produkten und deren Gemischen ausgewählt ist.
  19. Vorrichtung mit mehreren Abteilungen oder 'Kit' zum Färben mit mehreren Abteilungen, dadurch gekennzeichnet, daß eine erste Abteilung eine Zusammensetzung A, die in einem zum Färben geeigneten Medium mindestens ein Mangansalz nach einem der Ansprüche 5 bis 7 enthält, eine zweite Abteilung eine Zusammensetzung B1, die in einem zum Färben geeigneten Medium mindestens eine Oxidationsbase enthält, und eine dritte Abteilung eine Zusammensetzung B2 enthält, die in einem zum Färben geeigneten Medium mindestens ein Oxidationsmittel enthält, wobei der pH-Wert der Zusammensetzungen B1 und B2 so eingestellt ist, daß nach dem Mischen der Zusammensetzung B1 mit der Zusammensetzung B2 in einem Gewichtsverhältnis, das im Bereich von 0,5 bis 5 liegt, der pH-Wert der resultierenden Zusammensetzung B größer 7 ist.
EP96401293A 1995-06-30 1996-06-13 Zweistufiges Verfahren zum oxidativen Färben von Keratinfasern mit einem Magansalz und einem Oxidationsfarbstoff sowie Kit zum Färben Expired - Lifetime EP0755669B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR9507930A FR2735976B1 (fr) 1995-06-30 1995-06-30 Procede de teinture d'oxydation en deux temps des fibres keratiniques avec un sel de manganese et un colorant d'oxydation et kit de teinture
FR9507930 1995-06-30

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EP0755669A2 EP0755669A2 (de) 1997-01-29
EP0755669A3 EP0755669A3 (de) 1997-02-05
EP0755669B1 true EP0755669B1 (de) 1998-01-21

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EP96401293A Expired - Lifetime EP0755669B1 (de) 1995-06-30 1996-06-13 Zweistufiges Verfahren zum oxidativen Färben von Keratinfasern mit einem Magansalz und einem Oxidationsfarbstoff sowie Kit zum Färben

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EP (1) EP0755669B1 (de)
AT (1) ATE162396T1 (de)
DE (1) DE69600152T2 (de)
ES (1) ES2114339T3 (de)
FR (1) FR2735976B1 (de)
WO (1) WO1997002008A1 (de)

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US7060111B2 (en) 2003-07-03 2006-06-13 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Method for providing more vibrant, natural and long-lasting color to hair
US7074244B2 (en) 2003-07-03 2006-07-11 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Hair dyeing method including an aligning step

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DE19757510A1 (de) * 1997-12-23 1999-06-24 Henkel Kgaa Verwendung von Übergangsmetallkomplexen und Färbemittel
DE29805893U1 (de) * 1998-03-31 1998-06-04 Spring-Kosmetik GmbH & Co. KG, 33649 Bielefeld Mittel zum oxidativen Färben von Haaren
US6440175B1 (en) * 2001-06-28 2002-08-27 Stanley, Iii Virgil E. Hair coloring kit
FR2984115A1 (fr) * 2011-12-20 2013-06-21 Oreal Procede de coloration d'oxydation riche en corps gras et un catalyseur metallique, dispositif
FR2984148B1 (fr) * 2011-12-20 2014-05-09 Oreal Procede de coloration d'oxydation mettant en œuvre une composition riche en corps gras et des catalyseurs metalliques, et dispositif approprie
FR3007274B1 (fr) * 2013-06-21 2015-06-19 Oreal Procede de coloration en presence de bases d'oxydation comprenant au moins un groupe amide ou acide et d'un catalyseur metallique, dispositif et composition prete a l'emploi
WO2014202792A2 (en) * 2013-06-21 2014-12-24 L'oreal Oxidation dyeing process using a composition comprising an aminobenzimidazolone oxidation base and a metal catalyst
FR3007277B1 (fr) * 2013-06-21 2015-06-19 Oreal Procede de coloration d'oxydation mettant en œuvre une composition comprenant une base d'oxydation aminobenzimidazolone et un catalyseur metallique
FR3007282B1 (fr) 2013-06-21 2015-07-24 Oreal Procede de coloration d'oxydation mettant en œuvre une composition comprenant un mono amino-benzene et un catalyseur metallique
FR3007275B1 (fr) * 2013-06-21 2015-06-19 Oreal Procede de coloration en presence de bases d'oxydation comprenant au moins un groupe sulfonique, sulfonamide ou sulfone et d'un catalyseur metallique, dispositif et composition prete a l'emploi
FR3007281B1 (fr) 2013-06-21 2015-07-24 Oreal Procede de coloration d'oxydation mettant en oeuvre une composition riche en corps gras comprenant des catalyseurs metalliques, et des coupleurs
US9872822B2 (en) 2013-06-21 2018-01-23 L'oreal Process for dyeing in the presence of oxidation bases comprising at least one sulfonic, sulfonamide, sulfone, amid or acid group and a metal catalyst, device and ready-to-use composition
FR3007276B1 (fr) 2013-06-21 2015-06-19 Oreal Procede de coloration d'oxydation mettant en œuvre un pretraitement a base de composition riche en corps gras et de catalyseurs metalliques
FR3007279A1 (fr) * 2013-06-21 2014-12-26 Oreal Procede de coloration d'oxydation mettant en œuvre une composition comprenant une base d'oxydation aminopyridine particuliere et un catalyseur metallique

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CA1201067A (en) * 1982-12-07 1986-02-25 Keith Brown Hair dyeing process and composition
DE3530270A1 (de) * 1985-08-24 1987-02-26 Goldwell Gmbh Verfahren zum oxidativen faerben von menschlichen oder tierischen haaren sowie haarfaerbemittel zur durchfuehrung des verfahrens
FR2586913B1 (fr) * 1985-09-10 1990-08-03 Oreal Procede pour former in situ une composition constituee de deux parties conditionnees separement et ensemble distributeur pour la mise en oeuvre de ce procede
CA1324320C (en) * 1988-03-31 1993-11-16 Thomas M. Schultz Use of n-substituted-5,6-dihydroxyindoles as a hair coloring agent
DE3843892A1 (de) * 1988-12-24 1990-06-28 Wella Ag Oxidationshaarfaerbemittel mit einem gehalt an diaminopyrazolderivaten und neue diaminopyrazolderivate
DE4234887A1 (de) * 1992-10-16 1994-04-21 Wella Ag Oxidationshaarfärbemittel mit einem Gehalt an 4,5-Diaminopyrazolderivaten sowie neue 4,5-Diaminopyrazolderivate und Verfahren zu ihrer Herstellung
FR2707489B1 (fr) * 1993-07-13 1995-09-22 Oreal Composition de teinture d'oxydation des fibres kératiniques comprenant un para-aminophénol, le 2-méthyl 5-aminophénol et une paraphénylènediamine et/ou une bis-phénylalkylènediamine.

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7060111B2 (en) 2003-07-03 2006-06-13 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Method for providing more vibrant, natural and long-lasting color to hair
US7074244B2 (en) 2003-07-03 2006-07-11 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Hair dyeing method including an aligning step

Also Published As

Publication number Publication date
FR2735976A1 (fr) 1997-01-03
ES2114339T3 (es) 1998-05-16
FR2735976B1 (fr) 1997-08-14
EP0755669A2 (de) 1997-01-29
WO1997002008A1 (fr) 1997-01-23
ATE162396T1 (de) 1998-02-15
DE69600152T2 (de) 1998-04-30
EP0755669A3 (de) 1997-02-05
DE69600152D1 (de) 1998-02-26

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